Kason Chesky

(Bio as of November 2026)

Kason Chesky, he/him (Mason) is an actor and the Associate Artistic Director at Gwydion Theatre Company. Recent Chicago theater credits include The Seagull (Red Theater); This is Our Youth, The Dumb Waiter (Gwydion Theatre Company); Twelfth Night (Oak Park Festival Theatre); The Totality of All Things (Redtwist Theatre), for which he was nominated for a Jeff Award for best supporting actor. Recent on-camera work includes Chicago Med and the upcoming feature film Crushed. Chesky is represented by Gray Talent. kasonchesky.com. @kasonchesky